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The building located at 1 Holland St. East (on the northeast corner of Holland and Barrie Streets) is part of what is known as the Green Block. The structure was originally owned by Mr. Green, who lived with his family on the west side of Church St. in the hotel. The Masonic Hall is still found upstairs at this location in 2014. (1, 2)
Many businesses have been located at 3 Holland St. East (on the northeast corner of Holland and Barrie Streets) over the years. They include a grocery store, a boot and shoe shop (run by Charlie Wilson), an insurance company (that was later run by Fred Cook), a delivery service for C.N.R. (first by horse and buggy, then later by Model T Ford), a hamburger stand (run by Harold ‘Butch’ Boyd), and a telephone office. The first private telephone came to Bradford in 1885 and was run by a number of businessmen. There were ten phones only for Bradford. A garage was later added at the back at the laneway for trucks and cars. (1, 2)

The Village Inn is located at 2 Holland St. East (on the corner of Holland and Simcoe Streets). There had been a hotel located at this site before the great fire of 1871. The building in this photo (1995) was built in 1920 in the Ontario Vernacular style. The original two-storey, cement building contained living quarters upstairs. One of the early inhabitants was Dave Watson, a farmer from the Scotch Settlement. He was one of the first to work with Professor Day in bringing about the drainage of the Holland Marsh. The ground floor was a grocery store in the early 1930’s (or before it was bought by Jim Gray and his wife). It was separated by a central entrance downstairs.
Ken Morris bought the building around 1933 or 1934. Renovations were done by Art and Len Saint in 1937. The building was converted into the English Tudor-style hotel currently known as “The Village Inn”. A one-storey addition was added later (on the east side of the building) to contain a restaurant and ladies’ room. Under Jack Pong’s ownership, the addition became a Chinese restaurant. Additions were built later at the rear. Frank Sakowski ran the Inn for a while before it was sold to Bill Callum and Mr. Grant.
The two-storey building has a wide, rectangular plan with an asymmetrical organization and a typical ‘Main Street’, storefront façade located at the street line. It is characterized by a high, flat, ‘boomtown’ façade and cornice with brick dentils. The prominent, corner entrance door is oriented diagonally toward the street intersection. Existing door and storefronts are not original. The upper-floor pairs of windows suggest some original Italianate styling. The windows are not original on either level. At the time of the 2000 inventory, the building had masonry construction, stucco and wood siding, and a built-up, tar and gravel roof. It notes that the modest, commercial building is in fair condition with no original details visible. (1, 2, 3)

The building located at 10 Holland St. East in this 1995 photo is not the original structure on this property. That building was destroyed in the big fire of 1871 and the space stood empty for many years. A man from Aurora hired Art and Leonard Saint in 1936 to build a movie theatre on the vacant lot. It was to be a winter and fall project after they finished building the Post Office on Barrie Street. The Holland Theatre, as it became known, was completed in 1937. It had a basement, a front projection room upstairs, a cement foundation, cement floors and red, block, tile walls. All of the quicklime that was used was hauled in from Hagerville and made into mortar in the basement. The mortar contained camel, goat, and cow hair which came from Colles’ Leather business in Aurora. A steel, suspended lath was plastered in the ceiling. The roof was flat and sloping and the stage was at the rear. The owners in the 1940’s and early 1950’s were Mr. Rees and Mr. Hobberlin. George Carson bought the theatre after WWII. The structure later housed many businesses, including a Deemac Furniture store. The building is currently (2014) unoccupied. (1, 2)

The buildings shown in this photo are located at 21, 23, 25 and 27 Holland St. East. One of the buildings in this row was once a bakery and confectionary owned by Jack Madil. There were two ovens in the rear and a barn at the back of the property. Jack later sold the business to Fred Gowland in the early 1930’s and bought a farm (on the north side of Concession 10, on the west side of Sideroad 10). Fred and his family moved into the living quarters above the bakery. He had a partner and second baker named Bert Hunt. Fred later got a job as head baker at the Penetanguishene Asylum and moved to that area. Bert was left to run the business until he got sick. The business was then closed and the building was sold.
The 25 Holland St. East address was the Liberal Party office for Kraft Sloan in 1995.
The 27 Holland St. East address was the location of a barber shop run by Joe Scotto for over thirty years. (1, 2)

The building located at 31 and 33 Holland St. East once housed an implement business run by Frank Allan and his son George. Leonard Saint and Sinclair MacDonald cemented the building and flattened the roof. There were four rental apartments upstairs. In the front there was a large plate glass window, a door, a smaller plate glass window, and another door for bringing in machinery. There was also a counter and parts department. The workshop in the rear had a small and a large rear door. (1, 2)

The mid-block building located at 37 Holland St. East was built in the Gothic Revival style in the 1880-1890’s. Originally, the left side on the ground floor contained an office occupied by grain buyers. It had a front door and a small window. The remainder of the building was used as living quarters for several families over the years, including Art Hand (a painter and decorator) and his wife (Sawyer), and later their son Orville and his wife Helen (Noble). It was eventually sold to Mr. Glass, a merchant.
The 1½-storey house has an ‘L’-shaped plan with a centre hall. It also has an asymmetrical façade, an off-centre front gable at the façade projection, and a medium-pitched, gable roof. There is a raised, open porch. The existing roof, supports, and railing are not original. Its wide door opening suggests that the original had a transom and sidelights. The door itself is not original. There are small windows with high floor to ceiling heights. Wide windows set into rectangular openings in the projecting bay are not original and the variation in the brick suggests that the original openings were partially bricked in. The windows in the receding bay are set into segmented, arch openings with brick voussoirs and concrete, lug sills. None of the existing windows are original. The building has wood frame construction with brick cladding and a textured, concrete foundation. According to the 2000 inventory, there are few original details remaining in the building. (1, 2, 3)

The frame building located at 38 and 40 Holland St. East was bought many years ago by Mr. McWilliams. He remodeled the structure and put the entrance for the upstairs apartment on the east side (42 Holland St. E.). He died many years ago and Mrs. McWilliams (a sister of William Hirlehey) and her son Bill lived in the apartment. Bill worked on the marsh and in a hockey stick factory. There were two shops downstairs. Joe Scotto barbered at 40 Holland St. East (on the east side of the building) for a number of years before moving across the street to “Rusty” Worfolk’s property at 27 Holland St. East. There was a shoemaker and leather shop for years at 38 Holland St. East (on the west side of the building). There have been several other businesses here including Joyce’s Curio Shoppe (as seen in this photo taken in 1995). (1, 2)

The two-storey, frame building in this photo (from 1995) was once located at 52 Holland St. East. It and sat on a narrow lot and had long sheds at the back. Several families lived here over the years, including Joe Graham, his wife, and sons Leonard, Ogil, Weldon, Gilford, Leeson and Donald. Joe was a semi-retired farmer from the Cookstown area and he ran a farm on Concession 6 on the south side (west of Simcoe Road). The boys had a butcher shop and Weldon trucked, hauling coal for the dredge on the big canal and fill for the dam from Simcoe Street. Harold Boyd eventually bought the property. He had Sinclair MacDonald remodel the structure and add a rental apartment upstairs. Harold’s daughter and her family lived in the rental apartment before the building was demolished in the 1990’s. A plaza was later built on this (and the adjoining McLain) property. (1, 2)

The two-storey, frame building located at 36 Holland St. East was clad in cement in 1927 by Len Saint. Miss Sarah McDonnell, accompanied by her sister, ran a boarding house here.
The frame building located at 38 and 40 Holland St. East was bought many years ago by Mr. McWilliams. He remodeled the structure and put the entrance for the upstairs apartment on the east side (42 Holland St. E.). He died many years ago and Mrs. Mary McWilliams (a sister of William Hirlehey) and her son Bill lived in the apartment. Bill worked on the marsh and in a hockey stick factory. There were two shops downstairs. There was a shoemaker and leather shop for years at 38 Holland St. East (on the west side of the building). There have been several other businesses here including Joyce’s Curio Shoppe (as seen in this photo taken in 1995). (1, 2)

The Bradford Town Hall is located at 61 Holland St. East. It survived the fire of 1871 that destroyed much of Bradford’s downtown. The building was being used as a schoolhouse in 1875 when a severe wind storm blew off the roof and killed a member of the Woods’ family. Reports disagree about the number of school children injured. Bricks were salvaged from damaged sections of the building and reused in the construction of a duplex at 31/33 Bingham Street. The building was a market place for farmers until the mid 1930’s. There was a commons at the rear for pasturing. It later became a playground. There were stalls and display tables for farm animals, chickens etc. Jim Nesbitt was one of the managers. Upstairs was a hall with a raised stage and raised steps at the front. Readings, lectures, visiting theatre groups, dances, minstrel shows and meetings with dignitaries were all held here. Buster Matthews had a casket-manufacturing business in the basement for a while. Charlie Heath held movies here. Later there was a badminton court.
The structure was overhauled after WWII. The ceiling was lowered, beautiful light fixtures were converted to hydro and refurbished, and the stage was removed. All records and centennial books were destroyed and it was turned into a court house. The west stairs were closed off and the raised steps removed. The building was originally heated by a large wood-burning furnace in the basement before it was converted to oil. It was originally lighted with manufactured gas (?) and then hydro after 1916. The old chandeliers still remain. Bradford’s first police force was located in this building for several years. The town’s administrative business was also conducted from here. On the west side of the Town Hall there once was a three-bay fire hall. At the back there was a Recreation Hall with a kitchen and toilets for the volunteer firemen to use. It was rented by the Lions Club (who met here for a number of years). The firemen provided draws and suppers to raise money for new equipment (a lot of which they manufactured themselves). It was heated by natural gas and built by Irma (?) and the walls were thick enough for a second storey. There is a stone cairn with a plaque in memory of Professor W.H. Day on the east side of the sidewalk. The WWI veterans built a cairn where the fire hall was. A cannon and a plaque with the names of those who perished in Europe were also there.
The current, two-storey Town Hall was built in the 1830-1860’s in the Classic Revival style. It has a symmetrical façade with a simplified, temple form and a medium-pitched, ‘pediment’ gable roof with plain cornice and frieze supported on brackets. There is an enclosed, raised porch with a steeply-pitched, centre gable (reminiscent of Gothic Revival). It is set into a shed roof flanked by corbelled parapets at each side and a plain cornice and frieze supported on brackets. The entrance door, stairs, and railing are not original. The entrance opening had been modified, but the original dichromatic brick that highlighted the top of the original entrance opening is still visible on either side of the new opening. There are tall window openings with high floor to ceiling heights. The windows are set into segmented, arch openings ornamented with alternating voussoirs and ‘ears’ of dichromatic brick and stone (or concrete) lug sills. The centre window above the entrance is raised above the entrance gable and ties together the entrance projection and façade composition behind. Original windows were probably double-hung and multi-paned. The ground-floor windows have been blocked in, but their outline is still visible on the front façade. There is a horizontal, dichromatic brick string coursing. The structure has masonry construction with brick cladding (sandblasted) and a random, rubble-stone foundation. An original, open-frame cupola/bell tower with a steeply-pitched, bell-cast roof and chimneys were missing when the building was inventoried in 2000. At that time the building was considered to be in good condition. (1, 2, 3, 4)